The Rapper: Romeo
The Singer: Jordin Sparks
Why They Should've Hooked Up: Yo, how come nobody out there is trying to scoop Miss Sparks? In case you haven't noticed, she's looking good these days! Romeo's also all grown up now, too, and seems to be a hit amongst the ladies. So we could see these two—who were rumored to be dating back in July—spending some QT together. Hey, somebody out there has to try and kick it with Jordin. She's too pretty to be single.